My first girlfriend (and eventually her friends): Part 1 [MF, oral, mast)

Edit: Part 2

Warning: This might get kind of long. This is the first in a series of true stories about how in my senior year of high school I went from an introverted virgin to fucking my innocent girlfriend, three of her friends and her coworker. Yes, I know, I was a piece of shit but my ego and my other head were definitely in control during this exciting time. This can get kind of long so this first part will set things up and include the first blowjob she ever gave me. If there’s interest, Part 2 will detail one of the best fucks we ever had. Parts 3, 4, 5, and 6 will be about fucking her best friend, a petite little Latina with a super-tight body, finding out the teammate on her high school soccer team is a kinky little slut, learning the truth about her foul-mouthed friend with the enormous breasts, and finally, being seduced by her beautiful mixed-race coworker.

(M)y (f)irst part 4: plan B

Link to part 3: https://www.reddit.com/over18?dest=https%3A%2F%2Fwww.reddit.com%2Fr%2Fgonewildstories%2Fcomments%2F37wmi9%2Fmy_first_part_3_first_date%2F%3Fsort%3Dconfidence

So about a month had passed since our first real date, and Kristine and I were hitting it off great. We didn't really text back and forth too often other than to make plans, but any time I didn't spend with my friends I spent with her. We'd meet up to study, watch movies, eat, smoke, fuck, or some combination of the above. Obviously the most important of these was sex, and literally a day didn't go by where we didn't at least have a quickie. Our friends picked up on this pretty quickly and started thinking of and taking about us as a couple. But a couple we definitely were not, as I'd yet to receive a blowjob from her. Honestly, I was pretty happy with where we were. I'd define it as good friends with benefits. I wasn't sure if I actually wanted to be in a relationship with this girl, but I also didn't really give it much thought.

(M)y (f)antastic, (f)rantic and entirely unexpected birthday treat [FFM]

So Friday was my 28th birthday, and to celebrate I held a party in my garden and invited my friends from various parts of the country (UK). My ex and I broke up fairly recently, and while it was an amicable decision and we are still on good terms, I really felt like I needed to blow off some steam.

A little bit of background to myself, I have been fairly well behaved for the last 18 months as I was dating a nice, sensible girl who would have nothing to say in a sub-reddit such as this. Before she and I began our relationship however, I was very much making the most of my time at university. I always had FWBs, usually about three of them at any given time. It was fucking great, and while there was something very fulfilling about being in a proper relationship over the last year or so, I was beginning to champ at the bit a little with the very vanilla sex life I was leading.

SKIP TO HERE FOR STORY

(M)y (f)irst part 3: first date

Edit: link to part 2 https://www.reddit.com/r/gonewildstories/comments/37lc2q/my_first_part_2_eeeeeeeeva/

I woke up the next morning to hair tickling my face. Kristine was still asleep, one of my arms still draped over her, and I took care to not wake her as I sat up and reached for my phone. It was pretty early, but I usually had trouble sleeping in anyway, so I got up, went to the bathroom, and climbed out the window to stand on the roof of my house and smoke a cigarette. One of my housemates must've heard me, since he came out to join me with a joint. We smoked and chilled for a bit, then I headed back in and to my room. To my surprise, Kristine was already gone. I'd kinda been planning on waking her up and fucking her, so I was a bit disappointed. Her body actually reminded me a lot of Lily Thai's, though I think Kristine is taller, so I watched some videos of her getting railed by massive black cocks and rubbed one out before taking a shower and heading out to class.

Friend’s sister (1 of 2)

In college, I had the good fortune of having two of the younger sisters of friends. The first was my sophomore year roommate. I had met her sister several times when we were freshmen. She lived in the city where we went to college and was planning on coming to our school when she graduated high school, so she came up to visit and hang on on campos. She was slender, short but with perfect perky b cups. Long beach hair, pouty lips and amazing dark eyes. I usually don't go for Italian/Mediterranean types (I prefer blondes and redheads) but she was gorgeous. We flirted a good bit but never came close to doing anything, and I wasn't really interested in pursuing a high school girl.

The following year, her brother and I roomed together and she moved into the same coed dorm we were in. One of the first weekends of the year, her brother was at his parents house and she needed a lift to the store to get some supplies for her room. I was happy to oblige. We spent the afternoon shopping, laughing, having a great time. When we got back to her room and unloaded her bags, I knew I had to see what could develop so I invited her to a party I knew about that night. She instantly said yes.

The weekend Sex adventure from Heaven! [M/f/+f] (Kinky, Funny, Sexy and OMGWTF!) Part 1 of 2

This story has been posted by me before on another website. If it looks familiar to you, then that's where you've read it before. This is the more complete version of the events that weekend. It's still a trainwreck so be prepared to enjoy my misadventures and fun times.

Background: For those following my other stories, Sarah and I had parted ways at this point and I had several more g/f's cum come and go by this point. Things were good. New job, finished college, a few friends with benefits on the side. No complaints but I was still far from wise and streetsmart.

The Story of Val
(this is why you don't fuck crazy!)

I was playing a famous MMO game and I met this chick whom I'll call Val. She and I had nearly everything in common including an obscure connection with a rarely played game that she and I both played. We instantly hit it off and quickly moved to sex chatting and finding out more about each other. Val was currently married but getting a divorce and just waiting on the papers to sign. She was bi, had a girlfriend on the side that her husband knew about and was cool with their relationship. She was 27, slightly overweight, tig-old-bitties, loves sex and describes herself as a willing sex slave. With short pixie-cut auburn hair, her frame screamed "cute" in every way.

It all started with the girl next door[m/f] [Part 1 of an on-going story]

I'm interested in becoming a writer as a hobby and I was told to go with what you know. So here's to the start of a hopefully long series of short stories. Go easy on me please.

Sarah – The college girl next door
I was a pretty repressed teenager growing up not knowing much of anything sexually. I had a HS girlfriend whom I kissed and got to feel up her boobs once or twice. Yup! that was the extent of my sexual experience for 18 years. I didn't even know what a BJ was until my Junior year of HS. So along comes the summer of my sophomore year of college where my life would be forever changed.

I was working at my father's construction company doing manual labor, gopher jobs and filling in where needed as I had next to no work skills. I was sent out to dig some drainage ditches for a job in some rich guy's backyard. Its mid-summer California heat, my body is drenched in sweat and my 19 year old muscles are ripped to perfection. Sadly, this will be the best I will ever look for the rest of my life. Hah!

(M)y (f)irst part 2: Eeeeeeeeva

Part 1: https://www.reddit.com/r/gonewildstories/comments/37c1ko/my_first_part_1_jeff_you_son_of_a_bitch/

Thanks to those who read/commented on part 1! Wasn't sure if anybody would like my story/writing style (or even read it for that matter lol)

So the next day, I woke up, hit up some people in my frat, got high and started playing some Smash (Melee all day every day). I didn't really think too much of Kristine; I was pretty annoyed that she'd blue balled me so hard after I got her off, so I figured I'd wait for her to show interest. To my surprise, she texted me before noon, saying she had a lot of fun last night. I replied pretty quickly since I hate the whole "make them wait for a reply to make it seem like you're a cool person with other things to do". Fuck that, the only games I play are video games lol. Conversation was pretty shallow, just a little flirting back and forth, some making fun of Jeff for not scoring with Rebecca the night before even though she'd been dying to get some birthday sex. Eventually we start talking about plans for the night and I told her I'd been planning on staying in and watching a movie since I'd gotten pretty crossfaded last night. I hadn't actually been planning on watching a movie that night, but it sounded better than telling her I was just gonna get high and play Smash the entire day. She immediately expressed interest, even though I hadn't even told her what movie, so I downloaded a movie, cleaned up a bit, kicked my friends out, and waited for her to come over.

My First Gay Experience [M/M] Warning: Story is long!

My first gay experience.

I’m new to posting on Reddit. Been around reading and checking out this sub for quite some time though, finally decided to share my story with everyone. I’ve never told anyone this before, figured I would get it all out in the open. Sorry in advance for its length.

I guess I’ll start by saying that I’m 28 now and the events in the story took place a little over a year ago. I’m from small town, Bible belt USA. Grew up in a town where everyone knows everyone, and I was always really popular in school, and had the reputation of a ladies’ man. Anyways, it was around 8th grade when I first found myself attracted to another guy. It was random, completely caught me off guard. I was sitting in History class when a tall, athletic, black guy named Tim walked into class. I was completely thrown off by how attracted I was to him. I would sit in class and stare at him, fantasizing, getting myself so turned on I could hardly control the desire let alone concentrate on class, just waiting until I could get home just so I could masturbate to the thought of kissing him or having his thick lips on my cock. This went on for some time, until he moved away the next year.

My parents aren’t home… (continuation)

Since you guys enjoyed my last hookup… (http://www.reddit.com/r/gonewildstories/comments/36v1v2/my_parents_arent_home_mf/)

I’ll update you on what happened last weekend. Rebecca, I and a few of us gathered on the Saturday at the university library to do some group study. Needless to say since we hooked up that night we’ve exchanged some suggestive texts and given each other looks across tables and what not.

This Saturday the library was buzzing with a large number of students studying for the upcoming exams. It didn’t stop my hand “accidentally” brushing her ass though and it didn’t stop her “accidentally” showing me too much cleavage when she bent down in front of me to “pick up her pencil” or to “adjust her bag”. She did it in such a way only I had a view down her cleavage and it was obviously distracting my studies.

Our study group eventually dwindled down and with the ground floor still buzzing with people chatting and walking around, I suggested that I was going upstairs to the study cubicles. Rebecca quickly started packing her bags and said she’d come up with me.